Abstract
Reaction between the N,N′-diisopropylidene and N,N′-diacetyl derivatives of malonic acid dihydrazide and 3-acyl(3-cyano, 3-ethoxycarbonyl)coumarins under the conditions of the Michael reaction lead to the formation of N′-isopropylidene and N′-acetyl derivatives of coumarin-3-carboxylic acid hydrazide. Ethoxycarbonylacethydrazide reacts in an analogous manner. Special features have been studied of the interaction of malonic acid amide derivatives with unsubstituted coumarin and with coumarins containing electron-withdrawing groupings in position 3 of the ring.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1502–1514, October, 2005.
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Nemeryuk, M.P., Dimitrova, V.D., Anisimova, O.S. et al. Conversions of Coumarins Accompanied by Intermediate Opening and Recyclization of the Lactone Ring. 2. Study of the Interaction of Malonic Acid Hydrazide and Amide Derivatives with 3-Acyl(3-cyano, 3-ethoxycarbonyl)Coumarins. Chem Heterocycl Compd 41, 1255–1266 (2005). https://doi.org/10.1007/s10593-005-0311-4
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DOI: https://doi.org/10.1007/s10593-005-0311-4